DE1916139A1 - New hair coloring agents containing indoline derivatives and methods for coloring hair - Google Patents

Description

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J. ". · T ·: ii -iss- ^ DLfIiAM HUNTl-

Mun.ch.ert, February 21 M / 9582

New hair dye »! with a salary of indoline derivatives. and methods of coloring hair

It is known that for dyeing keratin fibers, in particular of human. Hair, dyes with a content of oxidizing dyes and especially ortho- or para-diaminated or ortho- or para-amino-hydroxylated Derivatives of the aromatic or heterocyclic nuclei are used. It is also known that one can change the hues obtained with these bases already have color modifiers or couplers and especially aromatic ones

9 098 4 8/1273

Metadiamines, Meta-aminophenols, Diketones and Pyrazolones are used Has.

The invention relates to a new class of couplers which can be used with the known oxidation dyes. The invention also relates to a ^ new coloring agent for Keratin fibers, and especially for human hair, the new agent is characterized by a content of: ) at least one base from an oxidizing dye, such as compounds whose molecule has an aromatic or heterocyclic nucleus with two amino groups or one Has amino group and a hydroxyl group in ortho or para position to one another

2) and at least one coupler from an indoline of the general formula

^X 1.

X.

UR ₂
R.

wherein R and R "represent hydrogen or a lower alkyl radical, X _{1 represents} a hydroxyl radical (or an amino radical) when X is hydrogen and mutually, X _{2 is} a hydroxyl radical (or an amino radical) when

is a lower alkyl-X, hydrogen, R _{1 is} hydrogen, / or a lower alkoxy radical and R _{1 is} necessarily hydrogen, if- ■ X, .-. is different from .. hydrogen ..

9098 4 8/1273

Of the bases which are advantageously combined with the couplers of the Formula I can be used, are mentioned for example ί Paraphenylenediamine, Paratoluylenediamine, Paraaminophenol, N-methyl-para-aminophenol »chloro-para-phenylenediamine, Methoxy-para-phenylenediamine ^ O-methoxy-5-methyl paraphenylenediamine, (N-ethyl-N-carbamylmethyl) para-phenylenediamine, 2,5-diaminopyridine.

The couplers of the above formula are in particular called: dichlorohydrate of 6-amino-indoline, chlorohydrate of 6-hydroxy-indoline, dichlorohydrate of 1-ethyl-6-aminoindoline, Bromohydrate of 1-N-ethyl-4-hydroxy-indoline.

In the colorants according to the invention, the base / coupler ratio can vary from 1: 1 to 1: 3, preferably however, an excess of the coupler is used.

The colorant of the present invention may be other among the same Contain dyes that can be used under conditions, such as direct dyes (for example azo, anthraquinone, metal dyes) and dyes formed by compounds of bases and couplers different from those according to the present invention are different, have been obtained.

The agent according to the invention can also contain wetting agents, dispersants, penetrating agents or components customarily used for coloring hair. It can be in the form of an aqueous solution, cream, jelly or aerosol.

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The colorant is used in the usual manner at an alkaline pH preferably used at around pH 9 or pH 10, this ρΉ value for example with the help of ammonia is obtained and applied to the hair in Presence of an oxidizing solution, which is preferably a Is hydrogen peroxide solution. -

^ With the agents according to the invention, colorations are a broad scale. The means have the advantage of good resistance to the effects of the weather with himself "

The invention is illustrated by the following non-limiting examples.

90 5 H L-B '/ 12 73

example 1

.Man. produces the following staining solution;

- Bromhydrate of N-Ätky1-hydroxy - ^ - indoline 1 g

- 1,4-Diamino-2-methoxy-benzene Ig

- Resorcinol 0.3 g

- Paratoluylenediamine 0.2 g

- $ 20 ammonia 10 ecm

- sodium sulfite 0.5 S

- Ethylenediamino tetraacetic acid 0.2 g

- 20 $ ammonium lauryl sulfate 20 g

- made up to 100 g with water

This solution is made with an equal amount of hydrogen peroxide mixed to 20 volumes. When applied to white hair, it gives an excellent coverage strong green after a break of 30 minutes »

Example 2

The following staining solution is prepared s

- Bromohydrate of N-ethyl-hydroxy-4-indoline 1 »5 g

- 1, U-Diamino - ^ - methoxy-S-methyl-benzene 0.7 g

- Resorcinol ^ »2 g

- 20 $ ammonium lauryl sulfate 20 g
-Paratoluylenediamine 0.3g

- 20% ammonia TO ecm

- Sodium sulphite / 5 g

9-09848 / 1 27 3

- Ethylenediamino tetraacetic acid 0.2 g

- made up to 100 g with water

This solution is mixed with an equal amount of hydrogen peroxide to make 20 volumes. Once applied to white hair after half an hour it provides the sharp _s resistance to light coloration of a blue duck.

Example 3

Prepare the following staining solution!

- Bromohydrate of N-ethyl -, / hydroxy - indoline 1, 5 g

- Paratoluylenediamine 0 * 7 p

- Resorcinol 0.2 g

- $ 20 ammonia 10 ecm

- Sodium sulfite O ₉ 5 S

- ethylenediaminotetraacetic acid 0.2 g

- 20 $ ammonium lauryl sulfate 20 g

- topped up with water to TOO g

This solution is mixed with an equal amount of hydrogen peroxide mixed to 20 volumes. After applying on TOO $ - white hair turns dark brown after half an hour »

Example 4

It provides the following staining solution ι ago

6- amino-indoline t _t 5 p

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- Paraaminophenol 1 g

- resorcinol. 0.5 g

- 20 ^ -igeβ ammonia 10 ecm

- sodium sulphite 0.5 g

- Ethylenediamino tetraacetic acid 0.2 g

- 20 ^ -igeβ ammonium lauryl sulfate 20g

- made up to 100 g with water

This solution is made with an equal amount of hydrogen peroxide to 20 volumes, mixed. After applying to 100 # white After a break of 30 minutes, it gives hair a mahogany color.

Example 5

The following staining solution is prepared

- 6-amino-indoline 1 »5 g

- Paratoluylenediamine 1.2 g

- $ 20 ammonia 10 ecm

- sodium sulfite, 0.5 g

- Ethylenediamino tetraacetic acid 0.2 g

- 20 # -ig $ s ammonium lauryl sulfate 20 g

- made up to 100 g with water

This solution is mixed with an equal amount of 20 volumes of hydrogen peroxide • y yrai-r *. After applying on white

Hair turns black and blue after half an hour Coloring.

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Example 6 _

Man. produces the following staining solution:

- Paratoluylenediamine. 1g

- Paraaminophenol. 0.5 g

- resorcinol. 0.1 g

- 6-amino-indoline dichlorohydrate. 2g

- Ammonium lauryl sulphate at 20 <£ of a fatty alcohol 20 g

- Ethylenediamino tetraacetic acid, known under the name ¹¹ TRILON B "

- 20 ^ ammonia

- 40 # sodium bisulfite

- topped up with water

- ■■■■■■ "- ■ -.-- ■ j

This solution is mixed weight by weight with 20 volumes of hydrogen peroxide. After applying to $ 100. white hair turns golden brown after 30 minutes. ^;

Example 7

O, 3 g 10 G 1 D. 100 G

The following staining solution is prepared:

- ■ Paratoluylenediamine Ig

- Paraaminophenol 0.5 g

- Resorcinol 0.1 g - 6-Hydroxyindoline carbohydrate 2g

- Ammonium Lauryl Sulphate at 20 # one

Fatty alcohols 20 g

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- Ethylenediamino tetraacetic acid, known

under the name ¹¹ TRILON B "0.3 g

- 20 # ammonia 10g

- KO # sodium bisulfite 1g

- made up to 100 g with water

This solution is mixed weight by weight with 20 volumes of hydrogen peroxide. After applying to 100 # White hair turns golden brown after 30 minutes Hue" .

Example 8

The following staining solution is prepared s

- Paratoluylenediamine

- Paraaminophenol

- resorcinol

- Dichlorohydrate of 1-ethyl-6aminoindoline

- Ammonium lauryl sulfate to 20% of a fatty alcohol

- Ethylenediaminotetraacetic acid, known under the name ¹¹ TRILON B "

- 20% ammonia

- KO ^ -iges sodium bisulfite

- topped up with water

This solution is, with one-same. Amount of hydrogen peroxide to 20 volumes, mixed. After applying to 100 ^ -ig white hair turns golden brown after 30 minutes »

909848/1273

1 E. β 0 »5 0 ,1 2 S. 20th S. β 0 , 3 10 G 1 β 100 S.

Claims (7)

Claims . Colorants for keratin fibers and in particular for human hair, characterized in that ea contains s a) at least "one base from an oxidation dye, such as compounds whose molecule has an aromatic or { heterocyclic nucleus with two amino groups (or one, ' Amino group and a hydroxyl group) each in ortho or para position to one another and b) at least one coupler made from an xndoline of the general formula in which R and R_ denote hydrogen or a lower alkyl radical, I ₁ denotes a hydroxy radical (or an amino radical), when X _{2 is} oxygen and, alternately, X "denotes a hydroxyl radical (or an amino radical1) when X _{1 is} hydrogen, R. is hydrogen or a or a lower alkoxy radical lower alkyl radical / and R ₁ necessarily denotes hydrogen if X _{2 is} different from hydrogen 2. Colorant according to claim 1, characterized in that. the base / coupler ratio from 1: 1 to 1: 3 90 90 48/1273 COPY ORfGlKAL IMSPECTED may vary, but it is preferable to use an excess of the coupler » 3. Colorant according to claim 1 _t, characterized in that the pH-Vert is alkaline, preferably about 9 to 10 ″. k * Coloring agent according to claim 1, characterized in that it contains further dyes which can be used under the same conditions, such as direct dyes (for example azo, anthrine & quinone, metal dyes) or dyes obtained by combining bases and couplers which are derived from those described in claim 1 defined are different, have been obtained. 5. Colorant according to claim 1, characterized in that it contains wetting agents, dispersants, penetrants or ingredients commonly used for coloring hair 6. Colorant according to claim 1, characterized in that it is an aqueous solution, cream, or jelly. 7. coloring agent according to claim 1, characterized in that it is used as an aerosol. 909848/1273 ORIGiNAL INSPECTED 8, a method for coloring human hair, characterized in, that after adding an oxidizing agent, such as hydrogen peroxide, to the colorant according to the claims 1 to 6 applies this to the hair, then rinses the hair, washes it with a shampoo and dries. S 0 9 CL. β I 1 2 7 3